SU242870A1 - METHOD FOR OBTAINING α-OXYLKYL COMPLEX ETHYLENE GLYCLE ETHERS - Google Patents
METHOD FOR OBTAINING α-OXYLKYL COMPLEX ETHYLENE GLYCLE ETHERSInfo
- Publication number
- SU242870A1 SU242870A1 SU1231127A SU1231127A SU242870A1 SU 242870 A1 SU242870 A1 SU 242870A1 SU 1231127 A SU1231127 A SU 1231127A SU 1231127 A SU1231127 A SU 1231127A SU 242870 A1 SU242870 A1 SU 242870A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- oxylkyl
- glycle
- ethers
- obtaining
- esters
- Prior art date
Links
- 239000005977 Ethylene Substances 0.000 title 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title 1
- 150000002170 ethers Chemical class 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
- 239000002253 acid Substances 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- SZIFAVKTNFCBPC-UHFFFAOYSA-N 2-Chloroethanol Chemical compound OCCCl SZIFAVKTNFCBPC-UHFFFAOYSA-N 0.000 description 1
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 description 1
- -1 a-hydroxypropionic acid sodium salt Chemical class 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003000 nontoxic Effects 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035943 smell Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
Description
Изобретение относитс к способу получени новых соединений, которые могут быть использованы в полимерной промышленности.This invention relates to a process for the preparation of new compounds that can be used in the polymer industry.
Синтез а-оксиалкиловых сложных эфиров этиленглИкол провод т взаимодействием щелочных солей а-оксикарбоновых кислот с р-хлорэфирами карбоновых кислот по схемеSynthesis of a-hydroxyalkyl esters of ethylene glycol is carried out by the interaction of alkali salts of a-hydroxycarboxylic acids with p-chloro esters of carboxylic acids according to the scheme
ОН CHaCIIOH CHaCII
I+NaCOO-CH-R- CHjCOORiNaCII + NaCOO-CH-R- CHjCOORiNaCI
ОН I СН - GOOCH - ROH I CH - GOOCH - R
CH.,-COORi,CH., - COORi,
где Ri-Сз-Cs и GV,- R-GHs.where Ri-Cz-Cs and GV, - R-GHs.
Исходные р-хлорэфиры карбоновых кислот получают взаимодействием этиленхлоргидрина с жирными кислотами по схемеThe starting carboxylic acid p-chloro esters are obtained by reacting ethylene chlorohydrin with fatty acids according to the scheme
GHaGl+H2S04 CHaGlGHaGl + H2S04 CHaGl
I+RGOOH - II + RGOOH - I
GHjOH-H,o GHa-GOORGHjOH-H, o GHa-GOOR
По предлагаемому способу синтезированы четыре представител а-оксиалкиловых сложных эфиров этиленгликол , константы которых приведены в таблице. а-Оксиалкиловые сложные эфиры зтиленгликол представл ют собой масл нистые прозрачные нетоксичныеAccording to the proposed method, four representatives of α-oxyalkyl esters of ethylene glycol were synthesized, the constants of which are given in the table. a-Oxyalkyl esters of glythylene glycol are oily, transparent, non-toxic.
при тного запаха жидкости. В воде не растворимы , но хорошо раствор ютс в органических растворител х. Gnoco6 получени этих эфиров показан на следуюш,ем примере.a pleasant smell of liquid. Insoluble in water, but soluble in organic solvents. Gnoco6 for the preparation of these esters is shown in the following example.
Пример. GHHTe3 а-оксипрониокапроната этиленгликол .Example. GHHTe3 a-hydroxyproniocapronate ethylene glycol.
В реакционную колбу, снабженную мешалкой , термометром и капельной воронкой, помещают 48 г (0,5 моль) натриевой соли а-оксипропионовой кислоты и 97,9 г (0,55 моль) р-хлорэфиркапроновой кислоты. GMecb нри перемешивании нагревают до 155-160°G в течение 5-6 час. По окончании реакции содержимое колбы охлаждают до комнатнойIn a reaction flask equipped with a stirrer, a thermometer and an addition funnel, 48 g (0.5 mol) of a-hydroxypropionic acid sodium salt and 97.9 g (0.55 mol) of p-chlorofirfaproic acid are placed. GMecb, under agitation, is heated to 155-160 ° G for 5-6 hours. Upon completion of the reaction, the contents of the flask are cooled to room temperature.
температуры, смесь перенос т в делительную воронку, добавл ют воду и бензол. При этом образуетс два сло : верхний, состо щий из растворител и целевого продукта, и нижний - из воды. Верхний слой отдел ют и несколько раз промывают водой. После отгонки бензола продукт подвергают вакуумной разгонке. Выдел ют 63,22 г фракции, выкипающей в пределах 135-127°G при 1,5ммрт,ст. остаточного давлени , котора соответствуетtemperature, the mixture is transferred to a separatory funnel, water and benzene are added. In this case, two layers are formed: the top layer, consisting of the solvent and the desired product, and the bottom layer - of water. The upper layer is separated and washed several times with water. After distillation of benzene, the product is subjected to vacuum distillation. 63.22 g of the fraction boiling out within 135-127 ° G at 1.5 mm mercury, st. residual pressure that corresponds to
а-оксипропиокапронату этиленгликол . Выход 54,5% на р-хлорэфиркапроновую кислоту . 3 Физико-химические показатели -оксиалкиловых 242870 4 сложных эфиров этиленгликол ethylene glycol a-hydroxypropionate. The output of 54.5% on p-chlorofirconic acid. 3 Physical and chemical indicators - oxyalkyl 242870 4 ethylene glycol esters
Предмет изобретени Способ получени а-оксиалкиловых сложных эфиров этиленгликол , отличающийс тем, что щелочные соли а-оксикарбоновых 5 кислот подвергают взаимодействию с р-хлорзфирами ка.рбоновых кислот при температуре кипени реакционной смеси с последующим выделением целевого продукта известными приемами.The subject of the invention is a process for the preparation of a-hydroxyalkyl esters of ethylene glycol, characterized in that the alkali salts of a-hydroxycarboxylic 5 acids are reacted with p-chloroesters of carboxylic acids at the boiling point of the reaction mixture, followed by isolation of the target product by known techniques.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU242870A1 true SU242870A1 (en) |
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